Boc-2,4-Difluoro-D-Phenylalanine

Base Information

• Chemical Name: Boc-2,4-Difluoro-D-Phenylalanine
• CAS No.: 167993-24-0
• Molecular Formula: C₁₄H₁₇F₂NO₄
• Molecular Weight: 301.29
• Hs Code.: 2924299090
• Mol file: 167993-24-0.mol

Synonyms:Boc-2,4-Difluoro-D-Phenylalanine;Boc-D-Phe(2,4-F2)-OH;(R)-2-((TERT-BUTOXYCARBONYL)AMINO)-3-(2,4-DIFLUOROPHENYL)PROPANOIC ACID;Boc-D-2,4-Difluorophe

Chemical Property of Boc-2,4-Difluoro-D-Phenylalanine

Chemical Property:

• Boiling Point: 426.0±45.0 °C(Predicted)
• PKA: 3.86±0.12(Predicted)
• PSA: 79.12000
• Density: 1.270±0.06 g/cm3(Predicted)
• LogP: 2.68960
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(R)-2-((tert-Butoxycarbonyl)amino)-3-(2,4-difluorophenyl)propanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Boc-2,4-Difluoro-D-Phenylalanine

There total 5 articles about Boc-2,4-Difluoro-D-Phenylalanine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

di-tert-butyl dicarbonate (24424-99-5) + 2,4-difluoro phenylalanine (31105-93-8,266360-60-5) → (S)-2-((tert-butoxycarbonyl)amino)-3-(2,4-difluorophenyl)propanoic acid (167993-00-2,167993-24-0,174691-78-2)

Guidance literature:

DOI:10.1016/S0040-4039(99)02191-7

Reference yield:

1-(bromomethyl)-2,4-difluorobenzene (23915-07-3) → (S)-2-((tert-butoxycarbonyl)amino)-3-(2,4-difluorophenyl)propanoic acid (167993-00-2,167993-24-0,174691-78-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / NaOEt / ethanol / 2 h / Heating

2: 2M NaOH / methanol; H₂O / 3 h / 40 °C

3: 92 percent / p-xylene / 2 h / Heating

4: Aspergillus genus acylase; 0.2 M AcONa; 0.2 M NaOH / H₂O / 48 h / 38 °C / pH 8.0

5: 94 percent

With sodium hydroxide; Aspergillus genus acylase; sodium ethanolate; sodium acetate; In methanol; ethanol; para-xylene; water; 1: Alkylation / 2: Hydrolysis / 3: Decarboxylation / 4: Deacetylation / 5: Acylation;

DOI:10.1016/S0040-4039(99)02191-7

Reference yield:

2-acetylamino-3-(2,4-difluoro-phenyl)-propionic acid (266360-48-9) → (S)-2-((tert-butoxycarbonyl)amino)-3-(2,4-difluorophenyl)propanoic acid (167993-00-2,167993-24-0,174691-78-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Aspergillus genus acylase; 0.2 M AcONa; 0.2 M NaOH / H₂O / 48 h / 38 °C / pH 8.0

2: 94 percent

With sodium hydroxide; Aspergillus genus acylase; sodium acetate; In water; 1: Deacetylation / 2: Acylation;

DOI:10.1016/S0040-4039(99)02191-7

upstream raw materials:

di-tert-butyl dicarbonate

2,4-difluoro phenylalanine

1-(bromomethyl)-2,4-difluorobenzene

2-acetylamino-3-(2,4-difluoro-phenyl)-propionic acid

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